Cinchona Alkaloid Catalyzed Enantioselective [4+2] Annulation of Allenic Esters and in Situ Generated ortho-Quinone Methides: Asymmetric Synthesis of Functionalized Chromans

doi:10.1021/acs.joc.7b00370

	Cinchona Alkaloid Catalyzed Enantioselective [4+2] Annulation of Allenic Esters and in Situ Generated ortho-Quinone Methides: Asymmetric Synthesis of Functionalized Chromans
Department	OSSO国家重点实验室
	Deng, Yu-Hua 1,2,3; Chu, Wen-Dao 3; Zhang, Xiang-Zhi 3; Yan, Xu 3; Yu, Ke-Yin 3; Yang, Liang-Liang 3; Huang HM(黄汉民)1,2 ; Fan, Chun-An 3,4
	2017
Source Publication	Journal of Organic Chemistry
ISSN	0022-3263
Volume	82 Issue:10 Pages:5433-5440
Abstract	A novel enantioselective [4 + 2] annulation of the allenoates having a unique positive ortho-effect with in situ generated ortho-quinone methides has been developed under the catalysis of Cinchona alkaloid. This chiral amine-catalyzed reaction provides an alternative route to asymmetric catalytic construction of synthetically interesting, highly functionalized chiral chromans in good to excellent enantioselectivities (up to 97% ee).
Subject Area	物理化学与绿色催化
DOI	10.1021/acs.joc.7b00370
Funding Organization	the National Natural Science Foundation of China (21572083;21322201;21290180);the Fundamental Research Funds for the Central Universities (lzujbky-2015-48;lzujbky-2016-ct02;lzujbky-2016-ct07);the Program for Changjiang Scholars and Innovative Research Team in University (IRT_15R28);the 111 Project of the Ministry of Education of the People's Republic of China (111-2-17);the Chang Jiang Scholars Program (C-A.F.)
Indexed By	SCI
If	4.849
Language	英语
compositor	第一作者单位
Citation statistics	Cited Times:43[WOS] [WOS Record] [Related Records in WOS]
Document Type	期刊论文
Identifier	http://ir.licp.cn/handle/362003/21972
Collection	羰基合成与选择氧化国家重点实验室（OSSO）
Corresponding Author	Fan, Chun-An
Affiliation	1.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 3.Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, 222 Tianshui Nanlu, Lanzhou 730000, Peoples R China 4.Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300071, Peoples R China
Recommended Citation GB/T 7714	Deng, Yu-Hua,Chu, Wen-Dao,Zhang, Xiang-Zhi,et al. Cinchona Alkaloid Catalyzed Enantioselective [4+2] Annulation of Allenic Esters and in Situ Generated ortho-Quinone Methides: Asymmetric Synthesis of Functionalized Chromans[J]. Journal of Organic Chemistry,2017,82(10):5433-5440.
APA	Deng, Yu-Hua.,Chu, Wen-Dao.,Zhang, Xiang-Zhi.,Yan, Xu.,Yu, Ke-Yin.,...&Fan, Chun-An.(2017).Cinchona Alkaloid Catalyzed Enantioselective [4+2] Annulation of Allenic Esters and in Situ Generated ortho-Quinone Methides: Asymmetric Synthesis of Functionalized Chromans.Journal of Organic Chemistry,82(10),5433-5440.
MLA	Deng, Yu-Hua,et al."Cinchona Alkaloid Catalyzed Enantioselective [4+2] Annulation of Allenic Esters and in Situ Generated ortho-Quinone Methides: Asymmetric Synthesis of Functionalized Chromans".Journal of Organic Chemistry 82.10(2017):5433-5440.

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